Family-friendly vacation rentals in Mequon

4.94 out of 5 average rating, 257 reviews

A charming red farmhouse is set against a snowy landscape, surrounded by a white fence. Leafless trees create a serene backdrop, enhancing the rural setting. The house features a mix of traditional and modern architecture with snow covering the yard.

Guesthouse in Richfield

Peaceful weekend or extended stay, full amenities

The Country Retreat at the historic Schmitz Family Farm is close to many attractions, ideal for couples, families, girls' weekends, extended stays, business travel, and is dog friendly. Enjoy a sunrise or sunset, get cozy at the fireplace, or indulge in the many activities our area has to offer. We feature two beautiful bedrooms, living room with two sleeper sofas (can also be used as a third bedroom, as door closes for privacy), laundry room, full kitchen, coffee nook, quiet deck and backyard.

4.81 out of 5 average rating, 114 reviews

A charming brick house is surrounded by well-maintained landscaping, featuring various green shrubs and white flowering plants. The front yard offers a neat lawn and a flower bed with stones. The adjacent houses are visible, showcasing a friendly neighborhood vibe.

Guest suite in Bay View

Basement Bay View Suite,express bus airport-north

Bay View is a walking community. Our place is close to family-friendly activities, public transport, & the airport. You’ll love our place. It's a short walk to express bus from airport, past downtown, UW-M and to Bayside. Located across the street from Humboldt Park. We are about a 20 minute walk from Lake Michigan. Summerfest grounds a short bus ride away. Winter is fun in the park. Tobogganing (2), skates and cross country skis to use. Hope the sizes fit you. I find if one plays in snow ⛄️ 😌

Apartment in Port Washington

The front exterior of the duplex showcases a charming farmhouse style with light grey siding and white trim. Two levels of porches with railings are complemented by doorways in vibrant turquoise. Flower baskets hang from the porch beams, and a garden with greenery enhances the inviting atmosphere.

5 out of 5 average rating, 239 reviews

Beautiful Port home short walk to town and lake

Enjoy Grace Guest house and the sights and sounds of Port Washington at our bright turn of the century duplex. Your private upstairs unit has 1.5 baths, a full kitchen and 3 bedrooms. Freshly renovated, our 1890 home is sure to charm with its many original features and large modern bathrooms and kitchen. Your second floor private walk-out deck is a great place to enjoy a morning coffee or cocktail and take in the Lake View. Port Washington’s shops and restaurants are a quick 4 minute walk.

4.83 out of 5 average rating, 103 reviews

A bright living room features two lightweight armchairs, a round coffee table, and a comfortable sofa with neutral tones. Natural light fills the space through a large window, enhancing the ambiance. A ceiling fan hangs above, and a world map artwork adds a touch of style.

Home in Cudahy

Wonderful Family Home Across from Park

Extended Stays Welcome! Everything you could want in a home away from home. Our place is a comfortable and beautifully updated mid-century brick ranch on a quiet tree-lined street overlooking 36-acre Greene Park. Super convenient location, just 10 min from both the airport and downtown. Walkable to Lake Michigan and just down the road from Bay View's great restaurants and nightlife. Pet-friendly and perfect for families, small groups, or business travel. You'll feel right at home here!

4.96 out of 5 average rating, 291 reviews

A historic stone home is presented, featuring multiple windows that enhance its classic appeal. A well-maintained garden with colorful flowers surrounds the exterior, creating a welcoming entrance to the Butler Place. A sign displaying the property's name is held by two guests in front of the house.

Guest suite in Sussex

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

4.99 out of 5 average rating, 143 reviews

Tall sunflowers bloom vibrantly in a garden, displaying bright yellow and orange petals. A wooden gazebo with hanging lights stands in the background, surrounded by lush greenery. Soft sunlight filters through the trees, enhancing the serene outdoor setting.

Guest suite in Sussex

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

4.8 out of 5 average rating, 303 reviews

The studio features hardwood floors and exposed wooden beams adding character. A spacious bed is centrally positioned, accompanied by soft bedding. A small dining table and kitchenette with essential appliances are visible. A modern light fixture provides illumination near a cozy reading chair.

Apartment in West Allis

Kegel's Inn - Studio - Classic Apartment #3

Quaint little studio with lots of old-world character. This one-room studio has original hardwood floors, heavy wood ceiling beams and 1930's tile work in the bathroom. The apartment looks down on 59th street, which for the summer months between May and November, hosts the Kegels Beer Garden on the street! We're one of the last Authentic German restaurants and Inn's left in country and the studio apartment is right above it! We hope you love this place as much as we do!

4.91 out of 5 average rating, 331 reviews

A cozy living room features a gray sofa paired with an accent chair in a patterned fabric. Natural light pours in through a large window, illuminating the hardwood floor. Stained glass windows add colorful detail to the space, complemented by a wooden coffee table with decorative items.

Apartment in West Allis

The Cheese House

Large well appointed two bedroom, living room, dining room, kitchen, and private balcony. Apartment is located on the second floor right above the award winning West Allis Cheese & Sausage Shoppe. Each stay includes 4 breakfast sandwiches and house coffee vouchers for the cheese store cafe. The rental is centrally located minutes from Pettit National Ice Center, Milwaukee County Zoo, Wisconsin State Fair, and Brewers Stadium not to mention local restaurants.

4.83 out of 5 average rating, 150 reviews

A spacious living room features a large gray sectional sofa, an armchair in burgundy, and a dark wood TV stand with a flat-screen television. Natural light enters through the window, complemented by light-filtering shades. A neutral wall displays a framed cityscape artwork.

Apartment in Riverwest

Mid-century Lower in Riverwest

This 2 BR duplex lower apartment is located in Milwaukee's Riverwest neighborhood, 2 miles directly north of downtown. It is furnished with many vintage mid-century furnishings, including a working HiFi. There is a garage space for your use during your stay, and ample street parking right in front making it easy to come and go. The kitchen has dishes, pots, pans, and all the utensils you will need during your time here.

4.87 out of 5 average rating, 419 reviews

The airy living space is adorned with colorful string lights and features a cozy seating arrangement. A large window allows natural light, with a view of the balcony. A workspace with a desk, a comfortable chair, and plants enhances the inviting atmosphere.

Apartment in Riverwest

Riverwest Loft with city skyline view

This amazing loft space has one of the best views in Milwaukee! Once you get upstairs, you won't want to leave! We offer a full kitchen, bathroom with shower, private bedroom and a single bed and futon in the common area. On the 3rd floor of a 3 unit building. Very close to breweries, Bucks Stadium, downtown, Brady St, East side, festivals, etc. We've enjoyed fun times here and know you will too!

4.96 out of 5 average rating, 539 reviews

The living area features warm wooden walls and a rustic charm. Natural light filters through large windows and skylights, illuminating a cozy seating arrangement. A small wood stove stands near a patterned area rug, while musical instruments are positioned around the space, enhancing its inviting atmosphere.

Cabin in Hubertus

Hugel Hutte - Log Cabin Getaway

Welcome to the Hugel Hutte! This cute little cabin is perched on the hill top. It's feels like a tree house! You have the kitchen to use, but the famous Fox & Hound's restaurant is just steps away. It's literally right next door. So grab a few drinks and dinner...and walk home to your cabin retreat for the night. Enjoy the tranquil naturescape surrounding the house.

Apartment in Port Washington

A comfortable leather sofa with patterned cushions is positioned in the living area. A wooden cabinet with glass doors displays decorative items. The room features a colorful area rug and walls that are partially adorned with wooden accents, contributing to a cozy ambiance.

4.93 out of 5 average rating, 298 reviews

Homeport

The apartment is a remodeled former "Summer Kitchen" in the lower level of our cream city brick home. We are located in the heart of downtown next to the marina, close to parks, steps away from restaurants, coffee shops & bars. Lake Michigan is just outside the door! We invite couples, solo adventurers, and business travelers for short and long-term stays.

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Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 302 reviews

An expansive wooden deck offers a welcoming outdoor space, featuring a dining table surrounded by chairs and a cozy rattan chair. A large umbrella stands in one corner, while lush greenery and blue skies create a serene backdrop.

Cabin in Elkhorn

The Retreat: 5 Acre Log Cabin

AllisonRating, 5 stars3 weeks ago

I cannot recommend this Airbnb enough! Our group of 9 loved staying in this private, spacious lodge over Memorial Day weekend. A short 20 minute drive from Lake Geneva and only 5 minutes away from town, you can't find this kind of privacy and charm anywhere else. Check in/check out was seamless, and we were delighted by our host leaving us snacks, pancake mix, and coffee to enjoy. We enjoyed many beach volleyball games and bonfires, and the hot tub was an added bonus! Yecenia was friendly and responsive, and even dropped off an Apple TV console when our WiFi connection was unstable. Our large group never felt crowded in the space. I would absolutely book again!

4.95 out of 5 average rating, 233 reviews

A salt water hot tub is illuminated with soft blue lights, showcasing gentle water jets. Surrounding greenery and trees are visible in the background, providing a natural setting. A few metallic cups rest at the edge, enhancing the inviting atmosphere.

Home in Milwaukee

6BR house, yard, hot tub - 5 min drive downtown

FrankRating, 5 stars2 weeks ago

If i could give Paul and his home 6 stars I would. He was an excellent host. The home had everything and more than our group expected. It was close enough to down town but far enough to feel like we were away from the city.

A spacious deck is furnished with a dining table beneath a sun umbrella, alongside several lounge chairs. A hot tub is positioned on one side, with a view of the backyard and a garage in the distance under clear skies.

Condo in Wauwatosa

4.63 out of 5 average rating, 114 reviews

Stylistic Condo Hot Tub Tosa Village 2 blocks away

IrelandRating, 5 stars10 months ago

Sarah was a wonderful host with a beautiful home! My friends and I had a great time at this spot. It was clean and comfortable. Sarah was accommodating and responsive. Also super easy to get around Tosa or easy to get downtown!

A cozy living area is highlighted by a bookshelf filled with various books and a stylish armchair adorned with a decorative pillow. A potted plant adds a touch of greenery, while framed artwork and a small window create a warm and inviting space.

Home in Oconomowoc

4.77 out of 5 average rating, 30 reviews

Lake home on Lower Nehambin Lake

KappieRating, 5 stars2 weeks ago

We had a wonderful stay at the lake cabin. It was a great spot for our family of 5. We brought our children, ages 4, 2, and 4 months old and thought the cabin worked well for our needs. It is not particularly childproof, but we had no issues and our children loved the yard and the lake. I loved sitting on the back deck to enjoy the beautiful view in the early mornings when my infant had woken me up :) The bathroom was spacious, and the beds were comfortable. The kitchen had everything we needed and more. Everything about the stay was smooth and easy.

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Family- and pet-friendly home rentals

4.93 out of 5 average rating, 188 reviews

A serene backyard is showcased, featuring a well-maintained lawn and a cozy seating area. A hammock hangs between two trees, while potted plants are arranged on a wooden fence. A dog is seen exploring the space, adding a sense of warmth.

Home in Walker's Point

HGTV Renovated Home with GREAT backyard!

JoshRating, 5 stars2 weeks ago

This place was stunning and Jenni was fabulous to work with. Literally zero complaints! Thank you so so much for everything ❤️

4.98 out of 5 average rating, 279 reviews

A quaint living space features an antique-style fireplace made of dark wood, with a circular mirror above it. A flat-screen television is mounted on the wall opposite a small table and a suitcase rests on the hardwood floor, accompanied by a decorative flower arrangement.

Apartment in Waldo

The Blue Cobb House

MikeRating, 5 stars1 month ago

My wife and I were celebrating our 45th Wedding Anniversary- Jewel made it so special for us! And her place? WOW! We’ve stayed in AirBnb’s from Olympia to Siesta Key, from Zagreb to Dubrovnik- and Jewel’s place and her hospitality outshines them all! Beautiful accommodations, spotless, every possible provision, comfortable and supportive bed, - it was simply heavenly!!! Thanks to Jewel!!!

4.89 out of 5 average rating, 231 reviews

A spacious living area features high ceilings with exposed beams. A curving staircase leads to an upper level, while large windows provide ample natural light. A comfortable sectional sofa is arranged around a coffee table, and a decorative area rug adds color to the wooden floor.

Home in Walker's Point

Historic Home Sleeps 16 in MKEs Best Neighborhood

LynneRating, 5 stars8 months ago

Always love staying with Daniel and Anne's place! Not only are they always super responsive, but their property is beautiful and well set up for large groups. walk friendly, and lots of nearby food options. 100% would recommend, and we definitely hope to be back in the future!

4.95 out of 5 average rating, 116 reviews

A cozy living space features a large sectional sofa adorned with colorful pillows. A round coffee table sits in the center, complemented by a textured rug. Natural light enters through a nearby window, illuminating the plants and decor against a warm, inviting wall.

Home in Bay View

This Must Be the Place- Bayview Bohemian Vibes

KristenRating, 5 stars1 week ago

Easy to access beautiful home which looks just like the photos. The host was extremely responsive when I had questions - would absolutely stay again.

Apartment in Lower East Side

A comfortable living area is furnished with a brown sectional sofa and a wooden coffee table, displaying decorative items. A colorful area rug enhances the space. The walls feature a map design in various colors, adding character. An archway leads to a bedroom area in the background.

4.83 out of 5 average rating, 275 reviews

Best location in Milwaukee! Lower Duplex Unit

JamesRating, 5 stars2 months ago

everything you need. just a few steps from one of the greatest streets in the world

4.92 out of 5 average rating, 117 reviews

A bright living area features large windows letting in natural light, decorated with elegant dark curtains. Two red-accented chairs are positioned beside a small table and a lamp. A light-colored sofa faces a modern television atop a light wood stand.

Apartment in Bay View

Allis in Dairyland-2 Bdm flat in heart of Bay View

ninaRating, 5 stars5 months ago

The perfect location for my stay!! The hosts were quick to respond if I had any issues and the actual place itself was so cute.

4.91 out of 5 average rating, 291 reviews

The living area features a light-colored sofa paired with a contemporary coffee table. Bright natural light fills the room through large windows, and a dining area with a table and chairs is visible in the background. Wooden accents and decorative elements add to the space's comfort.

Apartment in Racine

WAVES : Steps to the Harbor ~ Crash Here!

MaryRating, 5 stars5 days ago

We really enjoyed our stay. Very convenient and could walk to the water. The little deck in back was a nice spot to have coffee.